Patent GB-709553-A (GB)
Title: Improvements in or relating to a process for the stabilization of chlorine containing organic substances
IPC: C07C303/44
Filed: 1949-04-06
Abstract: Chlorinated hydrocarbon oils are stabilized, so that they no longer evolve hydrogen chloride, by removing only the labile portion of their chlorine content by a mild hydrogenation. Hydrocarbon oils mentioned are mineral oil fractions and synthetic hydrocarbons such as those produced by the Fischer-Tropsch process.  The chlorine-containing sulphonic esters, produced by sulpho-chlorinating the hydrocarbon oils with sulphur dioxide and chlorine and then esterifying the sulphonic chlorides thus obtained, may similarly be stabilized.  The hydrogenation may be carried out in the presence of hydrogenation catalysts and acidbinding agents.  In the examples: (1) a mineral oil fraction is chlorinated and then mildly hydrogenated in the presence of nickel; and (2) a mineral oil fraction is sulpho-chlorinated with sulphur dioxide and chlorine, the sulphonic chlorides produced are esterified with phenol in the presence of caustic soda, and the esters obtained are mildly hydrogenated in the presence of a nickel-kieselguhr catalyst and magnesium oxide as acid-binding agent.  The Specification as open to inspection under Sect. 91 refers generally to the stabilization, in a similar manner, of chlorinated and sulphochlorinated organic substances and of the salts of the sulphonic acids and of products obtained by reaction of the sulphonic chlorides with oxygen-, sulphur- and nitrogen-containing organic compounds.  In an additional example, the mild hydrogenation of a chlorinated mineral oil is effected by heating with aluminium amalgam, alcohol and water.  This subject-matter does not appear in the Specification as accepted.ALSO:Chlorinated hydrocarbon oils are stabilized, so that they no longer evolve hydrogen chloride, by removing only the labile portion of their chlorine content by a mild hydrogenation. Hydrocarbon oils mentioned are mineral oil fractions and synthetic hydrocarbons such as those produced by the Fischer-Tropsch process. The chlorine-containing sulphonic esters, produced by sulphochlorinating the hydrocarbon oils with sulphur dioxide and chlorine and then esterifying the sulphonic chlorides thus obtained, may similarly be stabilized.  The hydrogenation may be carried out in the presence of hydrogeneration catalysts and acid-binding agents. In the examples, (1) a mineral oil fraction is chlorinated and then mildly hydrogenated in the presence of nickel and (2) a mineral oil fraction is sulphochlorined with sulphur dioxide and chlorine, the sulphonic chlorides produced are esterified with phenol in the presence of caustic soda, and the esters obtained are mildly hydrogenerated in the presence of a nickel-kieselguhr catalyist and magnesium oxide as acid-binding agent.  The Specification as open to inspection under Sec. 91 refers also to the stabilization, in a similar manner, of the salts of the sulphonic acids and of products obtained by reaction of the sulphonic chlorides with oxygen-, sulphur- and nitrogen-containing organic compounds.  In an additional example, the mild hydrogenation of a chlorinated mineral oil is affected by heating with aluminium amalgam, alcohol and water.  This subject-matter does not appear in the Specification as accepted.